Enneagram Type Three and Enneagram Type Five are quite different and are not easily mistaken. Threes are a Heart type, whose main preoccupation is recognition of their merits and outstanding qualities. Fives are a Head type, and they focus on security, which they achieve by withdrawing from the world and identifying with their intellectual prowess.
Threes are usually driven, adaptable and outgoing, while Fives tend to be withdrawn, aloof and preoccupied solely with what’s between their ears. While many Threes may seek recognition in whatever field they have a shot at succeeding in, Fives rarely care about social approval and in fact may go out of their way to defend outlandish ideas to scandalize their peers.
This paradoxically makes Threes better fits for places like the academia, since they are more likely to be performance-oriented, adhere to social conventions and run with the Zeitgeist rather than against it. On the other hand, Fives tend to be more original and deep, almost deriving pride from how offbeat and weird their ideas may sound, sometimes to the detriment of clarity.

Socially, the two types couldn’t be more distant. Even more reserved Threes are generally good at reading social cues and put a good deal of thought into making a good impression or being appropriate, while Fives tend to dislike people and their expectations, so much so that they seek to reduce their expectations toward people as a way to avoid having expectations placed on them. What many Fives fail to understand is that expectations are a natural part of our social existence, so while blind compliance is not necessarily good, there is something important about social interactions that Threes understand on an intuitive level and from which Fives may learn.
Both Threes and Fives have a hard time processing their emotions. Both see them as distractions: Threes see them as distractions from working on success, while Fives see them as distractions from a clear and objective view of reality. However, Threes usually display emotions in social contexts if it seems like the appropriate thing to do, while Fives generally remain aloof. In general, there is a “See? I’m hitting all the right notes!” attitude to Threes and a “Let’s get this over with quickly so I can go back to my own thing” attitude to Fives.
MQS

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